First Encounter Beach Tours and Activities

Photo by Tony Ning
Photo by Tony Ning

Plan a trip to see First Encounter Beach

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 5 - Sep 8
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 11 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Location for first time Boston visitors was really good as a lot area to explore by foot then you could Uber the rest. The staff and in-room dining was outstanding

Reviewed on Jun. 16, 2025

Holly Tree Resort

Holly Tree Resort

3 out of 5
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per person
Aug 10 - Aug 15
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (343 reviews)
Very nice place to stay

Reviewed on Mar. 21, 2025

Popular places to visit

Skaket Beach which includes a sandy beach as well as a family

Skaket Beach

4/5(1 review)

Warm, clear waters make this beach destination ideal for casual swimming, watersports or a restorative rest on the white sandy shore.

Skaket Beach
Jonathan Young Windmill

Jonathan Young Windmill

Jonathan Young Windmill is just one of the places to see in Orleans, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or seek out the hiking trails.

Jonathan Young Windmill
Edward Penniman House and Barn

Edward Penniman House and Barn

You can spend an afternoon studying the exhibits at Edward Penniman House and Barn in Eastham. Stroll along the beautiful beaches or seek out the hiking trails.

Edward Penniman House and Barn
Salt Pond Visitor Center

Salt Pond Visitor Center

If you want to learn more about Cape Cod National Seashore or simply need facilities, make this state-of-the-art visitor center in Eastham your first stop.

Salt Pond Visitor Center

Herring Brook Beach

Why not spend a lazy afternoon at Herring Brook Beach during your trip to North Eastham? Wander the beautiful beaches in this family-friendly area.

Herring Brook Beach

Rock Harbor Beach

Why not spend a lazy afternoon at Rock Harbor Beach during your trip to Orleans? Stroll along the area's beaches or simply enjoy its seafood restaurants.

Rock Harbor Beach

Best Lodging Options Near First Encounter Beach

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Eastham
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Whalewalk Inn and Spa
Whalewalk Inn and Spa
3.5 out of 5
220 Bridge Road, Eastham, MA
Whalewalk Inn and Spa
Rodeway Inn Orleans - Cape Cod
Rodeway Inn Orleans - Cape Cod
2 out of 5
48 Cranberry Hwy, Orleans, MA
Rodeway Inn Orleans - Cape Cod
Four Points by Sheraton Eastham Cape Cod
Four Points by Sheraton Eastham Cape Cod
3 out of 5
3800 State Hwy, Eastham, MA
Four Points by Sheraton Eastham Cape Cod
Olde Tavern Motel And Inn
Olde Tavern Motel And Inn
2.5 out of 5
151 Cranberry Hwy, Orleans, MA
Olde Tavern Motel And Inn
Eagle Wing Inn - Cape Cod
Eagle Wing Inn - Cape Cod
3 out of 5
960 State Highway, Route 6, Eastham, MA
Eagle Wing Inn - Cape Cod
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
Eastham
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
The Seagrove Suites & Guest Rooms
The Seagrove Suites & Guest Rooms
3 out of 5
25 Seaview Rd, Eastham, MA
The Seagrove Suites & Guest Rooms
Cozy Cottage Near Rock Harbor (2223)
Cozy Cottage Near Rock Harbor (2223)
Orleans
Cozy Cottage Near Rock Harbor (2223)
See all 3,042 properties in First Encounter Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.